Related Experiment Video
Updated: Jan 8, 2026

Author Spotlight: Discovering New Alkaloids in Plants with Advanced Mass Spectrometry Techniques
Published on: March 8, 2024
Recent advancements in the synthesis of Veratrum alkaloids
Morwenna Mögel1, David Berger1, Philipp Heretsch1
1Institut für Organische Chemie, Leibniz Universität Hannover, Schneiderberg 1b, 30167 Hannover, Germany.
Abstract:
The Veratrum alkaloids constitute a class of natural products with particularly intricate polycyclic frameworks and dense stereochemistry and, thus, have stood long as benchmarks in chemical synthesis. Recently, these steroid alkaloids gained popularity as challenging targets in total synthesis, with a clear shift toward convergent strategies. Not only do these syntheses feature rapid assembly of their challenging cores through modular and strategic bond connections, but they also give a reflection on the advancement of modern synthetic methods and retrosynthetic logic. This review will cover recent syntheses, highlighting the convergence of modern strategic disconnections, stereocontrol, and late-stage functionalization for rapid access to these exceptional alkaloids, while also showcasing the evolution of the art of synthesis and its ability in meeting the demands posed by molecular complexity.
More Related Videos
09:04A Direct, Early Stage Guanidinylation Protocol for the Synthesis of Complex Aminoguanidine-containing Natural Products
Published on: September 9, 2016
09:54Chemoselective Preparation of 1-Iodoalkynes, 1,2-Diiodoalkenes, and 1,1,2-Triiodoalkenes Based on the Oxidative Iodination of Terminal Alkynes
Published on: September 12, 2018
Related Concept Videos
Preparation of 1° Amines: Gabriel Synthesis
Strong bases like NaOH or KOH deprotonate the phthalimide to form the corresponding anion, which acts as a nucleophile. Further, the anion attacks an...
Synthesis of α-Substituted Carbonyl Compounds: The Stork Enamine Reaction
Preparation of Amines: Alkylation of Ammonia and Amines
Each alkylation step makes the nitrogen center more nucleophilic, which triggers successive alkylations until a quaternary ammonium salt is formed. Considering...
Preparation of Alkynes: Dehydrohalogenation
Alkynes can be prepared by dehydrohalogenation of vicinal or geminal dihalides in the presence of a strong base like sodium amide in liquid ammonia. The reaction proceeds with the loss of two equivalents of hydrogen halide (HX) via two successive E2 elimination reactions.
Preparation of Alcohols via Substitution Reactions
Alcohols can be synthesized from alkyl halides via nucleophilic substitution reactions. The highly polar carbon-halogen bond in the substrate makes halide a good leaving group. The hydroxide ion or water can act as a nucleophile to take the place of halide and form an alcohol. The substitution reactions occur via two different reaction pathways, SN1 or SN2, depending on the nature of carbon attached to the halide.
Primary alcohols are synthesized from primary alkyl halides, and the...
Preparation of 1° Amines: Azide Synthesis
Azide ions act as good nucleophiles and react with unhindered alkyl halides to form alkyl azides. Alkyl azides do not participate in further nucleophilic substitution reactions, thereby eliminating the chances of polyalkylated products. Alkyl azides are reduced by hydride-based reducing agents, like lithium aluminum...